tert-butyl 4-(2-(((5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazol-4-yl)piperazine-1-carboxylate | 1190854-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(2-(((5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazol-4-yl)piperazine-1-carboxylate
• CAS: 1190854-34-2
• 化学式: C₂₆H₃₄N₆O₂
• 分子量: 462.595
• InChiKey: HIKDHUSISGEFLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  86.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 tert-butyl 4-(2-(((5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazol-4-yl)piperazine-1-carboxylate 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以35%的产率得到1,1-dimethylethyl 4-(2-{[methyl(5,6,7,8-tetrahydro-8-quinolinyl)amino]methyl}-1H-benzimidazol-4-yl)-1-piperazinecarboxylate
  参考文献：
  名称：

  Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1

  摘要：

  Several novel amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines were synthesized which had potent activity against HIV-1. The synthetic approaches adopted allowed for variation of the substitution pattern and resulting changes in antiviral activity are highlighted. This led to the identification of compounds with low and sub-nanomolar anti-HIV-1 activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.037
• 作为产物：
  描述：

  6,7-二氢-5H-喹啉-8-酮 、 1,1-dimethylethyl 4-[2-(aminomethyl)-1H-benzimidazol-4-yl]-1-piperazinecarboxylate 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.0h， 生成 tert-butyl 4-(2-(((5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazol-4-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1

  摘要：

  Several novel amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines were synthesized which had potent activity against HIV-1. The synthetic approaches adopted allowed for variation of the substitution pattern and resulting changes in antiviral activity are highlighted. This led to the identification of compounds with low and sub-nanomolar anti-HIV-1 activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.037